2-chlorooctane

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Isopropylmagnesium chloride (1.20 ml, 2.40 mmol) was added dropwise to a solution of methyl 4,5-dibromo-2-furancarboxylate (568 mg, 2.0 mmol) in Tetrahydrofuran (THF) (16 ml) at 0° C. The resulting mixture was stirred at this temperature for 30 min and then cooled to −78° C. A solution of hexylchloroethane (568 mg, 2.401 mmol) in THF (1 mL) was added dropwise, and the resulting mixture was stirred at this temperature for 1 hr. The reaction was quenched with addition of NH4Cl (sat. aq) and the resulting mixture was stirred at rt overnight. Ether and water were added and the aqueous layer was discarded. The organic layer was washed with brine, dried (Na2SO4) and concentrated to give 0.34 g of the product containing its isopropyl ester. the resulting mixture was stirred at this temperature for 1 hr The reaction was quenched with addition of NH4Cl (sat. aq) the resulting mixture was stirred at rt overnight Ether and water were added The organic layer was washed with brine dried (Na2SO4) concentrated

Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Isopropylmagnesium chloride (1.20 ml, 2.40 mmol) was added dropwise to a solution of methyl 4,5-dibromo-2-furancarboxylate (568 mg, 2.0 mmol) in Tetrahydrofuran (THF) (16 ml) at 0° C. The resulting mixture was stirred at this temperature for 30 min and then cooled to −78° C. A solution of hexylchloroethane (568 mg, 2.401 mmol) in THF (1 mL) was added dropwise, and the resulting mixture was stirred at this temperature for 1 hr. The reaction was quenched with addition of NH4Cl (sat. aq) and the resulting mixture was stirred at rt overnight. Ether and water were added and the aqueous layer was discarded. The organic layer was washed with brine, dried (Na2SO4) and concentrated to give 0.34 g of the product containing its isopropyl ester. the resulting mixture was stirred at this temperature for 1 hr The reaction was quenched with addition of NH4Cl (sat. aq) the resulting mixture was stirred at rt overnight Ether and water were added The organic layer was washed with brine dried (Na2SO4) concentrated

Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Isopropylmagnesium chloride (1.20 ml, 2.40 mmol) was added dropwise to a solution of methyl 4,5-dibromo-2-furancarboxylate (568 mg, 2.0 mmol) in Tetrahydrofuran (THF) (16 ml) at 0° C. The resulting mixture was stirred at this temperature for 30 min and then cooled to −78° C. A solution of hexylchloroethane (568 mg, 2.401 mmol) in THF (1 mL) was added dropwise, and the resulting mixture was stirred at this temperature for 1 hr. The reaction was quenched with addition of NH4Cl (sat. aq) and the resulting mixture was stirred at rt overnight. Ether and water were added and the aqueous layer was discarded. The organic layer was washed with brine, dried (Na2SO4) and concentrated to give 0.34 g of the product containing its isopropyl ester. the resulting mixture was stirred at this temperature for 1 hr The reaction was quenched with addition of NH4Cl (sat. aq) the resulting mixture was stirred at rt overnight Ether and water were added The organic layer was washed with brine dried (Na2SO4) concentrated

Conditions: temp:-78.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Isopropylmagnesium chloride (1.20 ml, 2.40 mmol) was added dropwise to a solution of methyl 4,5-dibromo-2-furancarboxylate (568 mg, 2.0 mmol) in Tetrahydrofuran (THF) (16 ml) at 0° C. The resulting mixture was stirred at this temperature for 30 min and then cooled to −78° C. A solution of hexylchloroethane (568 mg, 2.401 mmol) in THF (1 mL) was added dropwise, and the resulting mixture was stirred at this temperature for 1 hr. The reaction was quenched with addition of NH4Cl (sat. aq) and the resulting mixture was stirred at rt overnight. Ether and water were added and the aqueous layer was discarded. The organic layer was washed with brine, dried (Na2SO4) and concentrated to give 0.34 g of the product containing its isopropyl ester. the resulting mixture was stirred at this temperature for 1 hr The reaction was quenched with addition of NH4Cl (sat. aq) the resulting mixture was stirred at rt overnight Ether and water were added The organic layer was washed with brine dried (Na2SO4) concentrated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 1-liter four-necked flask equipped with a thermometer, a condenser, a stirrer and a dropping funnel was charged with 19.4 g (0.8 mole) of magnesium, 118.9 g (0.8 mole) of 2-chlorooctane and 200 g of tetrahydrofuran, and they were reacted in a stream of nitrogen. To the resulting 2-octyl magnesium chloride solution was added dropwise a solution of 67.7 g (0.24 mole) of mono-n-butyltin trichloride in 200 ml of xylene with stirring at room temperature over the course of 30 minutes. The reaction mixture was reacted for 3 hours at the refluxing temperature, and then subjected to hydrolysis to obtain 120 g of n-butyl tri-2-octyltin having a purity of 98.7%. A 1-liter four-necked flask equipped with a thermometer, a condenser, a stirrer and a dropping funnel were reacted in a stream of nitrogen The reaction mixture was reacted for 3 hours at the refluxing temperature subjected to hydrolysis